(6aR,12aR)-6a,12a-Dihydro-2-methoxy-6H-[1,3]dioxolo[5,6]benzofuro[3,2-c][1]benzopyran-1,3-diol

Overview IFRA Request a quote

  • Identifiers

    CAS number
    73520-83-9

    Molecular formula
    C17H14O7

    SMILES
    COC1=C(C2=C(C=C1O)OC[C@@H]3[C@H]2OC4=CC5=C(C=C34)OCO5)O

    Safety labels

  • Odor profile

    Fragrance
    Phenolic 48.33%
    Spicy 46.33%
    Odorless 40.72%
    Vanilla 30.94%
    Smoky 30.19%
    Balsamic 24.27%
    Sweet 23.19%
    Burnt 22.79%
    Creamy 18.79%
    Powdery 18.5%

     

    Flavor
    Bitter 91.26%
    Bland 24.49%
    Sweet-like 20.02%
    Cedarleaf 19.05%
    Parsley 19.0%
    Eugenol 18.48%
    Lovage 17.66%
    Cereal 17.42%
    Indole 17.3%
    Ripe apricot 17.27%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.1

    pKa est.
    6.98 (neutral)

    Molecular weight
    330.29 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1093°C

    Flash point

    • 238.84 ˚C est.

  • Synonyms

    • DTXSID001117991
    • (6aR,12aR)-2-Methoxy-6a,12a-dihydro-6H,9H-[1,3]dioxolo[5,6][1]benzofuro[3,2-c][1]benzopyran-1,3-diol
    • (6aR,12aR)-6a,12a-Dihydro-2-methoxy-6H-[1,3]dioxolo[5,6]benzofuro[3,2-c][1]benzopyran-1,3-diol
    • 73520-83-9
    • 73520-83-9

  • Applications

    The compound (6aR,12aR)-6a,12a-Dihydro-2-methoxy-6H-[1,3]dioxolo[5,6]benzofuro[3,2-c][1]benzopyran-1,3-diol (CAS 73520-83-9) is mainly used as an organic intermediate and chiral building block in pharmaceutical and agrochemical synthesis. It is sometimes evaluated as a precursor for fragrance or cosmetic ingredient development due to its polycyclic diol framework. In industrial chemical manufacturing, it can serve as a versatile scaffold for the preparation of more complex molecules and for research-scale synthesis. In addition, it may be used in R&D in laboratories as a reference material or starting point for exploration of structure-activity relationships.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.35
    methanol 0.73
    isopropanol 0.76
    water 0.05
    ethyl acetate 7.65
    n-propanol 0.6
    acetone 11.82
    n-butanol 0.84
    acetonitrile 7.09
    DMF 28.05
    toluene 1.02
    isobutanol 0.63
    1,4-dioxane 13.68
    methyl acetate 7.06
    THF 22.37
    2-butanone 6.21
    n-pentanol 0.83
    sec-butanol 0.48
    n-hexane 0.03
    ethylene glycol 2.81
    NMP 26.82
    cyclohexane 0.11
    DMSO 72.46
    n-butyl acetate 5.53
    n-octanol 2.28
    chloroform 5.48
    n-propyl acetate 5.37
    acetic acid 14.24
    dichloromethane 5.52
    cyclohexanone 15.45
    propylene glycol 1.02
    isopropyl acetate 6.96
    DMAc 46.52
    2-ethoxyethanol 8.79
    isopentanol 1.51
    n-heptane 0.16
    ethyl formate 6.25
    1,2-dichloroethane 4.82
    n-hexanol 1.2
    2-methoxyethanol 16.7
    isobutyl acetate 4.63
    tetrachloromethane 0.82
    n-pentyl acetate 6.01
    transcutol 34.88
    n-heptanol 2.08
    ethylbenzene 0.58
    MIBK 6.08
    2-propoxyethanol 16.03
    tert-butanol 2.09
    MTBE 1.24
    2-butoxyethanol 11.22
    propionic acid 3.76
    o-xylene 0.96
    formic acid 11.12
    diethyl ether 1.41
    m-xylene 1.04
    p-xylene 1.14
    chlorobenzene 2.02
    dimethyl carbonate 16.01
    n-octane 0.12
    formamide 21.08
    cyclopentanone 21.35
    2-pentanone 6.23
    anisole 3.18
    cyclopentyl methyl ether 4.69
    gamma-butyrolactone 31.38
    1-methoxy-2-propanol 11.7
    pyridine 8.51
    3-pentanone 5.05
    furfural 30.63
    n-dodecane 0.19
    diethylene glycol 26.84
    diisopropyl ether 0.85
    tert-amyl alcohol 1.03
    acetylacetone 26.24
    n-hexadecane 0.23
    acetophenone 7.12
    methyl propionate 8.04
    isopentyl acetate 6.68
    trichloroethylene 12.61
    n-nonanol 2.74
    cyclohexanol 1.65
    benzyl alcohol 3.81
    2-ethylhexanol 1.53
    isooctanol 2.17
    dipropyl ether 2.83
    1,2-dichlorobenzene 3.0
    ethyl lactate 6.83
    propylene carbonate 14.2
    n-methylformamide 10.89
    2-pentanol 0.69
    n-pentane 0.03
    1-propoxy-2-propanol 10.85
    1-methoxy-2-propyl acetate 16.39
    2-(2-methoxypropoxy) propanol 15.88
    mesitylene 0.8
    ε-caprolactone 13.42
    p-cymene 1.34
    epichlorohydrin 26.09
    1,1,1-trichloroethane 3.58
    2-aminoethanol 1.75
    morpholine-4-carbaldehyde 39.74
    sulfolane 46.86
    2,2,4-trimethylpentane 0.04
    2-methyltetrahydrofuran 4.75
    n-hexyl acetate 6.56
    isooctane 0.05
    2-(2-butoxyethoxy)ethanol 18.12
    sec-butyl acetate 3.57
    tert-butyl acetate 8.4
    decalin 0.1
    glycerin 9.21
    diglyme 37.55
    acrylic acid 8.11
    isopropyl myristate 4.18
    n-butyric acid 6.09
    acetyl acetate 14.88
    di(2-ethylhexyl) phthalate 5.15
    ethyl propionate 5.8
    nitromethane 59.27
    1,2-diethoxyethane 9.22
    benzonitrile 6.73
    trioctyl phosphate 4.32
    1-bromopropane 0.88
    gamma-valerolactone 46.55
    n-decanol 2.12
    triethyl phosphate 6.28
    4-methyl-2-pentanol 1.1
    propionitrile 4.95
    vinylene carbonate 16.75
    1,1,2-trichlorotrifluoroethane 33.34
    DMS 11.98
    cumene 0.56
    2-octanol 1.42
    2-hexanone 4.9
    octyl acetate 4.91
    limonene 1.5
    1,2-dimethoxyethane 22.33
    ethyl orthosilicate 5.11
    tributyl phosphate 5.13
    diacetone alcohol 13.18
    N,N-dimethylaniline 2.51
    acrylonitrile 11.4
    aniline 2.59
    1,3-propanediol 4.46
    bromobenzene 1.82
    dibromomethane 2.39
    1,1,2,2-tetrachloroethane 9.57
    2-methyl-cyclohexyl acetate 7.24
    tetrabutyl urea 8.35
    diisobutyl methanol 1.77
    2-phenylethanol 5.29
    styrene 0.65
    dioctyl adipate 7.52
    dimethyl sulfate 32.66
    ethyl butyrate 6.3
    methyl lactate 11.77
    butyl lactate 7.07
    diethyl carbonate 6.32
    propanediol butyl ether 8.0
    triethyl orthoformate 6.98
    p-tert-butyltoluene 1.27
    methyl 4-tert-butylbenzoate 10.77
    morpholine 10.09
    tert-butylamine 0.61
    n-dodecanol 1.69
    dimethoxymethane 24.56
    ethylene carbonate 14.96
    cyrene 19.49
    2-ethoxyethyl acetate 12.67
    2-ethylhexyl acetate 4.7
    1,2,4-trichlorobenzene 4.57
    4-methylpyridine 6.47
    dibutyl ether 2.88
    2,6-dimethyl-4-heptanol 1.77
    DEF 10.39
    dimethyl isosorbide 30.78
    tetrachloroethylene 6.32
    eugenol 11.51
    triacetin 15.29
    span 80 9.42
    1,4-butanediol 1.95
    1,1-dichloroethane 2.39
    2-methyl-1-pentanol 1.08
    methyl formate 13.68
    2-methyl-1-butanol 0.83
    n-decane 0.28
    butyronitrile 3.11
    3,7-dimethyl-1-octanol 2.67
    1-chlorooctane 1.09
    1-chlorotetradecane 0.67
    n-nonane 0.2
    undecane 0.22
    tert-butylcyclohexane 0.08
    cyclooctane 0.08
    cyclopentanol 2.02
    tetrahydropyran 3.8
    tert-amyl methyl ether 1.24
    2,5,8-trioxanonane 30.36
    1-hexene 0.13
    2-isopropoxyethanol 6.47
    2,2,2-trifluoroethanol 14.72
    methyl butyrate 6.79

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction